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Best Instagram Worthy Wonders Restaurants in Old Town

4 hand-picked restaurants, critic-reviewed and ranked

Last Updated: February 2026

Our Top Pick
Alinea
Two-Michelin-star modernist temple where dinner plays out like theater.

Essential Picks

9.1
$$$$ Old Town New American
Alinea is a Michelin-starred modernist dining room where Grant Achatz’s multi-course tasting menu turns dinner into an immersive, theatrical experience. Since 2005 it’s been Chicago’s most famous special-occasion restaurant, drawing couples for intricate courses like hot potato–cold potato and a choreographed, tableside dessert finale.
Must-Try Dishes: Hot Potato–Cold Potato, Black Truffle, Parmesan, Black Truffle Explosion Ravioli, Tabletop Dessert Finale
What makes it special: Two-Michelin-star modernist temple where dinner plays out like theater.

Notable Picks

$$ Old Town
Small Cheval’s Lincoln Park location brings the mini-Au Cheval burger formula to Halsted with Golden Fries served alongside garlic aioli. The space is compact but polished, and most guests treat fries plus a signature double cheeseburger as a streamlined, high-calorie ritual before or after nearby shopping and bar-hopping.
Must-Try Dishes: Golden Fries with Garlic Aioli, Signature Double Cheeseburger, Plant Based Burger with Golden Fries
What makes it special: Golden Fries with garlic aioli bring the Au Cheval-style burger-and-fries experience to a faster, more casual Lincoln Park setting.
$$$ Old Town Pizza
An Old Town Neapolitan-leaning spot where the pizzas read more chef-driven than basic, with a menu that invites a couple of shared plates alongside your pie. The best experience comes from ordering one signature pizza and one starter, then letting the table pace itself.
Must-Try Dishes: Margherita, Tartufata, Pistachio Pesto
What makes it special: Neapolitan-leaning pizzas with a more chef-driven topping play than average.
$$ Old Town Pizza, Brunch
A loud, social Old Town bar-restaurant where pizza is the anchor for groups who want a high-energy hang. It shines when you treat it like a party table: one signature pie, one salad, and drinks that match the room’s momentum.
Must-Try Dishes: Dime Piece Pizza, Trixie Salad, Jalapeño Homies
What makes it special: High-energy Old Town scene with pizza built for group ordering.